Photo-patternable organic semiconductor (OSC) polymers for organic thin-film transistors

Abstract

A polymer blend, including at least one organic semiconductor (OSC) polymer and at least one photosensitizer, such that the at least one OSC polymer is a diketopyrrolopyrrole-fused thiophene polymeric material, wherein the fused thiophene is beta-substituted.

What is claimed is: 
     
       1. A polymer blend, comprising:
 at least one organic semiconductor (OSC) polymer and at least one photosensitizer, 
 wherein the at least one OSC polymer is a diketopyrrolopyrrole-fused thiophene polymeric material, wherein the fused thiophene is beta-substituted, 
 
       wherein the polymer blend further comprises at least one crosslinker comprising: 
       
         
           
           
               
               
           
         
         or combinations thereof, wherein n represents the number of repeating units in crosslinker C2, C3 or C4. 
       
     
     
       2. The polymer blend of  claim 1 , wherein the at least one OSC polymer comprises a first portion and a second portion, wherein at least one of the first portion or the second portion comprises at least one UV-curable side chain. 
     
     
       3. The polymer blend of  claim 2 , wherein the at least one UV-curable side chain comprises at least one of acrylates, epoxides, oxetanes, alkenes, alkynes, azides, thiols, allyloxysilanes, phenols, anhydrides, amines, cyanate esters, isocyanate esters, silyl hydrides, chalcones, cinnamates, coumarins, fluorosulfates, silyl ethers, or combinations thereof. 
     
     
       4. The polymer blend of  claim 3 , wherein the at least one UV-curable side chain comprises at least one of chalcones, cinnamates, coumarins, or combinations thereof. 
     
     
       5. The polymer blend of  claim 1 , further comprising at least one additional crosslinker comprising at least one of acrylates, epoxides, oxetanes, alkenes, alkynes, azides, thiols, allyloxysilanes, phenols, anhydrides, amines, cyanate esters, isocyanate esters, silyl hydrides, fluorosulfates, silyl ethers, or combinations thereof. 
     
     
       6. The polymer blend of  claim 1 , further comprising an additional crosslinker comprising at least one of chalcones, cinnamates, coumarins, or combinations thereof. 
     
     
       7. The polymer blend of  claim 1 , wherein the at least one photosensitizer is selected from: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
       or combinations thereof. 
     
     
       8. The polymer blend of  claim 1 , further comprising:
 at least one of antioxidants, lubricants, compatibilizers, leveling agents, or nucleating agents present in a range of 0.05 wt. % to 5 wt. %. 
 
     
     
       9. The polymer blend of  claim 1 , wherein the at least one OSC polymer comprises the repeat unit of Formula 1 or Formula 2, or a salt, isomer, or analog thereof: 
       
         
           
           
               
               
           
         
         wherein in Formula 1 and Formula 2: 
         m is an integer greater than or equal to one; 
         n is 0, 1, or 2; 
         R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 , may be, independently, hydrogen, substituted or unsubstituted C 4  or greater alkyl, substituted or unsubstituted C 4  or greater alkenyl, substituted or unsubstituted C 4  or greater alkynyl, or C 5  or greater cycloalkyl; 
         a, b, c, and d are independently, integers greater than or equal to 3; 
         e and f are integers greater than or equal to zero; 
         X and Y are, independently a covalent bond, an optionally substituted aryl group, an optionally substituted heteroaryl, an optionally substituted fused aryl or fused heteroaryl group, an alkyne or an alkene; and 
         A and B may be, independently, either S or O, with the provisos that:
 i. at least one of R 1  or R 2 ; one of R 3  or R 4 ; one of R 5  or R 6 ; and one of R 7  or R 8  is a substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, or cycloalkyl; 
 ii. if any of R 1 , R 2 , R 3 , or R 4  is hydrogen, then none of R 5 , R 6 , R 7 , or R 8  are hydrogen; 
 iii. if any of R 5 , R 6 , R 7 , or R 8  is hydrogen, then none of R 1 , R 2 , R 3 , or R 4  are hydrogen; 
 iv. e and f cannot both be 0; 
 v. if either e or f is 0, then c and d, independently, are integers greater than or equal to 5; and 
 vi. the polymer having a molecular weight, wherein the molecular weight of the polymer is greater than 10,000. 
 
       
     
     
       10. The polymer blend of  claim 9 , wherein for the first portion, R 5  and R 7  are hydrogen and R 6  and R 8  are substituted or unsubstituted C 4  or greater alkenyl. 
     
     
       11. The polymer blend of  claim 9 , wherein for the first portion and the second portion, R 5  and R 7  are hydrogen and R 6  and R 8  are substituted or unsubstituted C 4  or greater alkenyl. 
     
     
       12. The polymer blend of  claim 9 , wherein at least one of R 5 , R 6 , R 7 , and R 8  comprise acrylates, epoxides, oxetanes, alkenes, alkynes, azides, thiols, allyloxysilanes, phenols, anhydrides, amines, cyanate esters, isocyanate esters, silyl hydrides, chalcones, cinnamates, coumarins, fluorosulfates, silyl ethers, or combinations thereof. 
     
     
       13. The polymer blend of  claim 9 , wherein at least one of R 5 , R 6 , R 7 , and R 8  comprise chalcones, cinnamates, coumarins, or combinations thereof. 
     
     
       14. The polymer blend of  claim 9 , wherein at least one of R 1 , R 2 , R 3 , and R 4  comprise acrylates, epoxides, oxetanes, alkenes, alkynes, azides, thiols, allyloxysilanes, phenols, anhydrides, amines, cyanate esters, isocyanate esters, silyl hydrides, chalcones, cinnamates, coumarins, fluorosulfates, silyl ethers, or combinations thereof. 
     
     
       15. The polymer blend of  claim 9 , wherein at least one of R 1 , R 2 , R 3 , and R 4  comprise chalcones, cinnamates, coumarins, or combinations thereof. 
     
     
       16. A polymer blend, comprising:
 at least one organic semiconductor (OSC) polymer and at least one photosensitizer, 
 wherein the at least one OSC polymer comprises a structure of Formula 7: 
 
       
         
           
           
               
               
           
         
         wherein in Formula 7: 
         Acceptor 1 and Acceptor 2 are each electron withdrawing groups; 
         Donor 1 and Donor 2 are electron-donating groups; 
         a and b are, independently, integers greater than or equal to one; 
         R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 , may be, independently, hydrogen, substituted or unsubstituted C 4  or greater alkyl, substituted or unsubstituted C 4  or greater alkenyl, substituted or unsubstituted C 4  or greater alkynyl, or C 5  or greater cycloalkyl, 
         wherein:
 (i) at least one of R 1  or R 2 ; one of R 3  or R 4 ; one of R 5  or R 6 ; and one of R 7  or R 8  is a substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, or cycloalkyl; 
 (ii) if any of R 1 , R 2 , R 3 , or R 4  is hydrogen, then none of R 5 , R 6 , R 7 , or R 8  are hydrogen; 
 (iii) if any of R 5 , R 6 , R 7 , or R 8  is hydrogen, then none of R 1 , R 2 , R 3 , or R 4  are hydrogen; 
 (iv) one of R 1  or R 2  and one of R 3  or R 4  are, independently, connected with Acceptor 1 and Acceptor 2; 
 (v) one of R 5  or R 6  and one of R 7  or R 8  are, independently, connected with Donor 1 and Donor 2; and 
 (vi) the at least one OSC polymer has a molecular weight of greater than 10,000, 
 
       
       wherein the polymer blend further comprises at least one crosslinker selected from 
       
         
           
           
               
               
           
         
       
       or combinations thereof, wherein n represents the number of repeating units in crosslinker C2, C3 or C4. 
     
     
       17. The polymer blend of  claim 16 , wherein Acceptor 1 and Acceptor 2 are independently selected from the group comprising: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein A and B may be, independently, either S or O, and T is a connection terminus to at least one of Donor 1 or Donor 2. 
       
     
     
       18. The polymer blend of  claim 16 , wherein Donor 1 and Donor 2 are independently selected from the group comprising: thiophene, benzene, fused thiophene, or combinations thereof. 
     
     
       19. The polymer blend of  claim 16 , wherein at least one of R 5 , R 6 , R 7 , and R 8  comprise acrylates, epoxides, oxetanes, alkenes, alkynes, azides, thiols, allyloxysilanes, phenols, anhydrides, amines, cyanate esters, isocyanate esters, silyl hydrides, chalcones, cinnamates, coumarins, fluorosulfates, silyl ethers, or combinations thereof. 
     
     
       20. The polymer blend of  claim 16 , wherein at least one of R 1 , R 2 , R 3 , and R 4  comprise acrylates, epoxides, oxetanes, alkenes, alkynes, azides, thiols, allyloxysilanes, phenols, anhydrides, amines, cyanate esters, isocyanate esters, silyl hydrides, chalcones, cinnamates, coumarins, fluorosulfates, silyl ethers, or combinations thereof. 
     
     
       21. The polymer blend of  claim 16 , wherein the at least one photosensitizer is selected from: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         or combinations thereof. 
       
     
     
       22. A polymer blend, comprising:
 at least one coumarin-based organic semiconductor (OSC) polymer and at least one photosensitizer, 
 
       wherein the at least one coumarin-based OSC polymer includes a diketopyrrolopyrrole-fused thiophene polymeric material, wherein the fused thiophene is beta-substituted wherein the polymer blend further comprising at least one crosslinker selected from 
       
         
           
           
               
               
           
         
       
       or combinations thereof, wherein n represents the number of repeating units in crosslinker C2, C3 or C4.